Superior perrhenate anion recognition in water by a halogen bonding acyclic receptor

2015 ◽  
Vol 51 (17) ◽  
pp. 3686-3688 ◽  
Author(s):  
Jason Y. C. Lim ◽  
Paul D. Beer
Keyword(s):  
Halogen Bond ◽  
Anion Recognition ◽  
Halogen Bonding ◽  
Anion Binding ◽  
Fluorescence Sensing

The first example of perrhenate anion binding and fluorescence sensing in water by a halogen bond donor is reported.

scholarly journals Cationic all-halogen bonding rotaxanes for halide anion recognition

2017 ◽  
Vol 203 ◽  
pp. 245-255 ◽  
Author(s):  
Xiaoxiong Li ◽  
Jason Y. C. Lim ◽  
Paul D. Beer
Keyword(s):  
Halogen Bond ◽  
Anion Recognition ◽  
Halogen Bonding ◽  
Anion Binding ◽  
Halide Anion ◽  
H Nmr ◽  
Organic Solvent Media ◽  
Synthetic Strategy ◽  
Anion Selectivity ◽  
Active Metal

A family of cationic halogen bonding [2]rotaxanes have been synthesised via an active-metal template synthetic strategy. 1H NMR spectroscopic anion titration investigations reveal these interlocked host systems recognize halides selectively over oxoanions in aqueous–organic solvent media. Furthermore, systematically modulating the rigidity and size of the rotaxanes’ anion binding cavities via metal complexation, as well as by varying the number of halogen bond-donor groups in the axle component, was found to dramatically influence halide anion selectivity.

scholarly journals Superior anion induced shuttling behaviour exhibited by a halogen bonding two station rotaxane

2016 ◽  
Vol 7 (8) ◽  
pp. 5171-5180 ◽  
Author(s):  
Timothy A. Barendt ◽  
Sean W. Robinson ◽  
Paul D. Beer
Keyword(s):  
Hydrogen Bonding ◽  
Halogen Bond ◽  
Translational Motion ◽  
Anion Recognition ◽  
Halogen Bonding ◽  
Recognition Site ◽  
Naphthalene Diimide

Two bistable halogen and hydrogen bonding-naphthalene diimide [2]rotaxanes have been prepared and the system incorporating a halogen bond donor anion recognition site is demonstrated to exhibit superior anion induced translational motion of the macrocyclic wheel component relative to the hydrogen bonding analogue.

scholarly journals Anion Recognition by Neutral and Cationic Iodotriazole Halogen Bonding Scaffolds

Molecules ◽  
2020 ◽  
Vol 25 (4) ◽  
pp. 798
Author(s):  
Iñigo Iribarren ◽  
Goar Sánchez-Sanz ◽  
Cristina Trujillo
Keyword(s):  
Density Functional ◽  
Computational Study ◽  
Halogen Bond ◽  
Anion Recognition ◽  
Lone Pair ◽  
Halogen Bonding ◽  
Binding Energies ◽  
Bond Critical Point ◽  
Density Values ◽  
Intramolecular Hydrogen

A computational study of the iodide discrimination by different neutral and cationic iodotriazole halogen bonding hosts was carried out by means of Density Functional Theory. The importance of the size of the scaffold was highlighted and its impact observed in the binding energies and intermolecular X⋯I distances. Larger scaffolds were found to reduce the electronic repulsion and increase the overlap between the halide electron lone pair and the corresponding I-C antibonding orbital, increasing the halogen bonding interactions. Additionally, the planarity plays an important role within the interaction, and can be tuned using hydroxyl to perform intramolecular hydrogen bonds (IMHB) between the scaffold and the halogen atoms. Structures with IMHB exhibit stronger halogen bond interactions, as evidenced by the shorter intramolecular distances, larger electron density values at the bond critical point and more negative binding energies.

scholarly journals Tripodal halogen bonding iodo-azolium receptors for anion recognition

RSC Advances ◽  
2017 ◽  
Vol 7 (19) ◽  
pp. 11253-11258 ◽  
Author(s):  
Sheila Ruiz-Botella ◽  
Pietro Vidossich ◽  
Gregori Ujaque ◽  
Eduardo Peris ◽  
Paul D. Beer
Keyword(s):  
Hydrogen Bonding ◽  
Anion Recognition ◽  
Halogen Bonding ◽  
Anion Binding ◽  
Binding Properties

The preparation and anion binding properties of 1,3,5-tri-substituted benzene platform-based tripodal receptors containing halogen bonding (XB) iodo-imidazolium and iodo-triazolium motifs, and hydrogen bonding (HB) analogues are described.

Applications of halogen bonding in solution

2015 ◽  
Vol 87 (1) ◽  
pp. 15-41 ◽  
Author(s):  
Andreas Vargas Jentzsch
Keyword(s):  
Halogen Atom ◽  
Halogen Bond ◽  
Halogen Bonding ◽  
Solvent System ◽  
Noncovalent Interaction ◽  
Solution Phase ◽  
Anion Binding ◽  
Lewis Bases ◽  
The Past ◽  
Catalytic Applications

AbstractHalogen bonding is the noncovalent interaction where the halogen atom acts as an electrophile towards Lewis bases. Known for more than 200 years, only recently it has attracted interest in the context of solution-phase applications, especially during the last decade which was marked by the introduction of multitopic systems. In addition, the small yet rich collection of halogen-bond donor moieties that appeared in this period is shown to be versatile enough as to be applied in virtually any solvent system. This review covers the applications of halogen bonding in solution during the past ten years in a semi-comprehensive way. Emphasis is made on molecular recognition, catalytic applications and anion binding and transport. Medicinal applications are addressed as well with key examples. Focussing on the major differences observed for halogen bonding, as compared to the ubiquitous hydrogen bonding, it aims to contribute to the design of future solution-phase applications.

scholarly journals Copper(ii)-directed synthesis of neutral heteroditopic [2]rotaxane ion-pair host systems incorporating hydrogen and halogen bonding anion binding cavities

2017 ◽  
Vol 46 (39) ◽  
pp. 13376-13385 ◽  
Author(s):  
Asha Brown ◽  
Katrina M. Mennie ◽  
Owen Mason ◽  
Nicholas G. White ◽  
Paul D. Beer
Keyword(s):  
Anion Recognition ◽  
Halogen Bonding ◽  
Ion Pair ◽  
Anion Binding ◽  
Directed Synthesis

Neutral heteroditopic [2]rotaxane ion-pair host systems were synthesised via a copper(ii)-directed metal template strategy and shown to undergo cooperative anion recognition with a co-bound zinc(ii) cation.

scholarly journals Evidence for Halogen Bond Covalency in Acyclic and Interlocked Halogen-Bonding Receptor Anion Recognition

2014 ◽  
Vol 137 (1) ◽  
pp. 499-507 ◽  
Author(s):  
Sean W. Robinson ◽  
Chantal L. Mustoe ◽  
Nicholas G. White ◽  
Asha Brown ◽  
Amber L. Thompson ◽  
...  
Keyword(s):  
Halogen Bond ◽  
Anion Recognition ◽  
Halogen Bonding ◽  
Bond Covalency

scholarly journals Neutral iodotriazole foldamers as tetradentate halogen bonding anion receptors

2017 ◽  
Vol 53 (16) ◽  
pp. 2483-2486 ◽  
Author(s):  
Arseni Borissov ◽  
Jason Y. C. Lim ◽  
Asha Brown ◽  
Kirsten E. Christensen ◽  
Amber L. Thompson ◽  
...  
Keyword(s):  
Halogen Bond ◽  
Anion Recognition ◽  
Halogen Bonding ◽  
Chiral Discrimination ◽  
Anion Receptors

A tetradentate halogen bond donor foldamer receptor framework is shown to exhibit enhanced anion recognition and chiral discrimination properties.

Halogen bonding anion recognition

2016 ◽  
Vol 52 (56) ◽  
pp. 8645-8658 ◽  
Author(s):  
Asha Brown ◽  
Paul D. Beer
Keyword(s):  
Halogen Bond ◽  
Anion Recognition ◽  
Halogen Bonding ◽  
Anion Receptor ◽  
Feature Article ◽  
Recent Advances ◽  
Receptor Design ◽  
Made In

The development of solution-based anion receptor molecules which exploit halogen bonding interactions is an emerging area of research. This Feature Article reviews recent advances which have been made in this rapidly developing field, surveying the use of iodoperfluoroarene, haloimidazolium and halotriazole/triazolium halogen-bond-donor motifs in anion receptor design and describing the application of mechanically interlocked rotaxane and catenane frameworks as halogen bonding anion host systems.

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